Chicago, IL Investment Properties for Sale
Browse homes for sale and investment properties in Chicago, IL. Refine your search by price, property type, or more.
Best cash flowing properties in Chicago, IL
Active
$74,900
3
bds
|
2
ba
|
1,558
sqft
|
built
1912
5749 S Bishop St, Chicago, IL 60636
$1,432
Cash flow
22.3%
Cash-on-Cash Return
22.9%
Cap rate
2.9%
Rent to Value Ratio
Active
$70,000
3
bds
|
2
ba
|
1,680
sqft
|
built
1898
8900 S Emerald Ave, Chicago, IL 60620
$1,248
Cash flow
20.8%
Cash-on-Cash Return
21.4%
Cap rate
2.9%
Rent to Value Ratio
3,966 out of 4,608 properties for sale in Chicago, IL
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Active
$799,000
6
bds
|
6
ba
|
5,600
sqft
|
built
1888
4458 S Prairie Ave, Chicago, IL 60653
$-2,095
Cash flow
-13.7%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio
Active
$74,900
3
bds
|
2
ba
|
1,558
sqft
|
built
1912
5749 S Bishop St, Chicago, IL 60636
$1,432
Cash flow
22.3%
Cash-on-Cash Return
22.9%
Cap rate
2.9%
Rent to Value Ratio
Active
$348,900
2
bds
|
2
ba
|
1,525
sqft
|
built
1994
10952 S Avenue E, Chicago, IL 60617
$-296
Cash flow
-4.4%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$1,299,000
3
bds
|
4
ba
|
3,105
sqft
|
built
2007
1160 S Michigan Ave, Chicago, IL 60605
$-5,109
Cash flow
-20.5%
Cash-on-Cash Return
1.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$200,000
3
bds
|
3
ba
|
1,900
sqft
|
built
1928
642 E 51st St, Chicago, IL 60615
$-135
Cash flow
-3.5%
Cash-on-Cash Return
4.9%
Cap rate
1.1%
Rent to Value Ratio
Active
$200,000
2
bds
|
1
ba
|
850
sqft
|
built
1924
1635 W Pratt Blvd, Chicago, IL 60626
$-283
Cash flow
-7.4%
Cash-on-Cash Return
4.0%
Cap rate
0.9%
Rent to Value Ratio
Active
$1,895,000
6
bds
|
6
ba
|
5,127
sqft
|
built
1891
4942 S Ellis Ave, Chicago, IL 60615
$-5,935
Cash flow
-16.3%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio
Active
$1,650,000
2
bds
|
3
ba
|
2,742
sqft
|
built
2008
401 N Wabash Ave, Chicago, IL 60611
$-7,375
Cash flow
-23.3%
Cash-on-Cash Return
0.9%
Cap rate
0.5%
Rent to Value Ratio
Active
$599,000
5
bds
|
4
ba
|
0
sqft
|
built
1883
2238 W 18th Pl, Chicago, IL 60608
$-1,900
Cash flow
-16.5%
Cash-on-Cash Return
1.9%
Cap rate
0.5%
Rent to Value Ratio
Active
$230,000
4
bds
|
2
ba
|
1,035
sqft
|
built
1903
10408 S Avenue J, Chicago, IL 60617
$280
Cash flow
6.4%
Cash-on-Cash Return
7.1%
Cap rate
1.0%
Rent to Value Ratio
Active
$70,000
3
bds
|
2
ba
|
1,680
sqft
|
built
1898
8900 S Emerald Ave, Chicago, IL 60620
$1,248
Cash flow
20.8%
Cash-on-Cash Return
21.4%
Cap rate
2.9%
Rent to Value Ratio
Active
$850,000
5
bds
|
3
ba
|
0
sqft
|
built
1906
2921 N Kedzie Ave, Chicago, IL 60618
$-2,968
Cash flow
-18.2%
Cash-on-Cash Return
1.5%
Cap rate
0.3%
Rent to Value Ratio
Active
$89,900
3
bds
|
2
ba
|
820
sqft
|
built
1916
41 E 100th Pl, Chicago, IL 60628
$599
Cash flow
34.8%
Cash-on-Cash Return
13.7%
Cap rate
1.8%
Rent to Value Ratio
Active
$94,900
2
bds
|
1
ba
|
1,248
sqft
|
built
1917
7919 S Kenwood Ave, Chicago, IL 60619
$587
Cash flow
32.3%
Cash-on-Cash Return
13.1%
Cap rate
1.9%
Rent to Value Ratio
Active
$399,999
3
bds
|
3
ba
|
0
sqft
|
built
1948
3736 W 70th St, Chicago, IL 60629
$-471
Cash flow
-6.1%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$254,900
1
bds
|
1
ba
|
873
sqft
|
built
1984
211 E Ohio St, Chicago, IL 60611
$-874
Cash flow
-17.9%
Cash-on-Cash Return
1.6%
Cap rate
0.9%
Rent to Value Ratio
Active
$220,000
1
bds
|
1
ba
|
683
sqft
|
built
1992
440 N Wabash Ave, Chicago, IL 60611
$-460
Cash flow
-10.9%
Cash-on-Cash Return
3.2%
Cap rate
1.0%
Rent to Value Ratio
Active
$358,000
2
bds
|
1
ba
|
0
sqft
|
built
1910
124 W Polk St, Chicago, IL 60605
$-930
Cash flow
-13.6%
Cash-on-Cash Return
2.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$239,900
1
bds
|
1
ba
|
950
sqft
|
built
1980
899 S Plymouth Ct, Chicago, IL 60605
$-875
Cash flow
-19.0%
Cash-on-Cash Return
1.3%
Cap rate
0.8%
Rent to Value Ratio
Active
$500,000
6
bds
|
4
ba
|
2,500
sqft
|
built
1895
28 N Latrobe Ave, Chicago, IL 60644
$-712
Cash flow
-7.4%
Cash-on-Cash Return
4.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$649,900
2
bds
|
2
ba
|
1,560
sqft
|
built
1982
360 E Randolph St, Chicago, IL 60601
$-2,833
Cash flow
-22.7%
Cash-on-Cash Return
0.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$390,000
5
bds
|
3
ba
|
0
sqft
|
built
1893
2814 W 25th Pl, Chicago, IL 60623
$-938
Cash flow
-12.5%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$200,000
3
bds
|
2
ba
|
1,181
sqft
|
built
1941
10152 S Bensley Ave, Chicago, IL 60617
$250
Cash flow
6.5%
Cash-on-Cash Return
7.2%
Cap rate
1.0%
Rent to Value Ratio
Active
$425,000
2
bds
|
2
ba
|
1,280
sqft
|
built
2010
565 W Quincy St, Chicago, IL 60661
$-1,020
Cash flow
-12.5%
Cash-on-Cash Return
2.8%
Cap rate
0.8%
Rent to Value Ratio
Active
$265,000
1
bds
|
1
ba
|
800
sqft
|
built
1991
474 N Lake Shore Dr, Chicago, IL 60611
$-715
Cash flow
-14.1%
Cash-on-Cash Return
2.4%
Cap rate
0.9%
Rent to Value Ratio
Active
$500,000
6
bds
|
3
ba
|
0
sqft
|
built
1910
1118 N Springfield Ave, Chicago, IL 60651
$-732
Cash flow
-7.6%
Cash-on-Cash Return
3.9%
Cap rate
0.5%
Rent to Value Ratio
Active
$550,000
8
bds
|
4
ba
|
0
sqft
|
built
1905
3919 W Flournoy St, Chicago, IL 60624
$-1,649
Cash flow
-15.6%
Cash-on-Cash Return
2.1%
Cap rate
0.3%
Rent to Value Ratio
Active
$2,700,000
11
bds
|
7
ba
|
0
sqft
|
built
1928
1535 W Estes Ave, Chicago, IL 60626
$-10,945
Cash flow
-21.1%
Cash-on-Cash Return
0.8%
Cap rate
0.2%
Rent to Value Ratio
Active
$364,900
3
bds
|
2
ba
|
1,071
sqft
|
built
1923
2040 W Garfield Blvd, Chicago, IL 60609
$-640
Cash flow
-9.2%
Cash-on-Cash Return
3.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,650,000
10
bds
|
9
ba
|
0
sqft
|
built
1914
2239 W Cornelia Ave, Chicago, IL 60618
$-7,379
Cash flow
-23.3%
Cash-on-Cash Return
0.3%
Cap rate
0.2%
Rent to Value Ratio
Active
$1,050,000
3
bds
|
3
ba
|
0
sqft
|
built
1895
2435 W Superior St, Chicago, IL 60612
$-3,657
Cash flow
-18.2%
Cash-on-Cash Return
1.5%
Cap rate
0.3%
Rent to Value Ratio
Active
$195,000
2
bds
|
2
ba
|
1,124
sqft
|
built
1902
7927 S Burnham Ave, Chicago, IL 60617
$558
Cash flow
14.9%
Cash-on-Cash Return
9.1%
Cap rate
1.2%
Rent to Value Ratio
Active
$135,000
8
bds
|
4
ba
|
4,140
sqft
|
built
1886
7859 S Eggleston Ave, Chicago, IL 60620
$650
Cash flow
25.1%
Cash-on-Cash Return
11.5%
Cap rate
1.6%
Rent to Value Ratio
Active
$300,000
3
bds
|
2
ba
|
1,925
sqft
|
built
1999
39 E 89th St, Chicago, IL 60619
$-38
Cash flow
-0.7%
Cash-on-Cash Return
5.5%
Cap rate
0.9%
Rent to Value Ratio
Active
$199,000
3
bds
|
2
ba
|
1,340
sqft
|
built
1928
8534 S May St, Chicago, IL 60620
$209
Cash flow
5.5%
Cash-on-Cash Return
6.9%
Cap rate
1.0%
Rent to Value Ratio
Active
$139,000
1
bds
|
1
ba
|
0
sqft
|
built
1968
6700 S South Shore Dr, Chicago, IL 60649
$-176
Cash flow
-6.6%
Cash-on-Cash Return
4.2%
Cap rate
1.2%
Rent to Value Ratio
Active
$350,000
6
bds
|
2
ba
|
0
sqft
|
built
1900
6942 S Harvard Ave, Chicago, IL 60621
$-498
Cash flow
-7.4%
Cash-on-Cash Return
4.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$225,000
1
bds
|
1
ba
|
767
sqft
|
built
2007
3450 S Halsted St, Chicago, IL 60608
$-489
Cash flow
-11.3%
Cash-on-Cash Return
3.1%
Cap rate
0.8%
Rent to Value Ratio
Active
$575,000
bds
|
0
ba
|
0
sqft
|
built
1891
1837 N Albany Ave, Chicago, IL 60647
$-1,797
Cash flow
-16.3%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio
Active
$404,900
2
bds
|
2
ba
|
1,100
sqft
|
built
1993
1309 N Wells St, Chicago, IL 60610
$-716
Cash flow
-9.2%
Cash-on-Cash Return
3.6%
Cap rate
0.9%
Rent to Value Ratio